Tucked off a private road in one of Guilford's most desirable neighborhoods, this distinguished 5 bedroom Colonial offers exceptional space, flexibility, and peace of mind with extensive recent improvements already completed for the next owner. Updates include a new roof and exterior painted in 2025, new A/C unit, a newer furnace, new double wall ovens, and a newer gas cooktop. The main level is thoughtfully designed for comfortable everyday living and effortless entertaining with hardwood floors, a wood burning fireplace in the formal living room, formal dining room, and a spacious kitchen with granite countertops and large pantry. The inviting family room features a second fireplace, custom built ins, and access to the private deck and serene backyard. Upstairs, all five bedrooms offer double closets, including the spacious primary suite with two walk in closets and private bath. Convenient second floor laundry adds everyday practicality. The finished third floor provides outstanding flexibility for a possible sixth bedroom, home office, recreation room, or guest space with a half bath and additional storage. A 3 car garage and walkout basement complete this impressive home offering three finished levels, extensive updates, and exceptional value in a sought after Guilford location.
Est. $4,288 per month, based on comparable rentals
Sale and tax history for 65 Little Meadow Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24169880
Jun 30, 2026
Sold
$1,110,000
$227/sq ft
Jun 28, 2026
Pending
—
May 18, 2026
Contingent
—
May 16, 2026
Listed
$1,050,000
$215/sq ft
May 8, 2026
Coming Soon
$1,050,000
$215/sq ft
Smart MLS #M9145720
Oct 9, 2015
Sold
$655,000
$134/sq ft
Aug 30, 2015
Listing Removed
—
Feb 28, 2014
Listed
$689,900
$141/sq ft
Enjoy this quiet private cul de sac just minutes to town, train, beach and shore. Direct walk out to yard for easy access to outdoors and safe play, ball games and bikes. Living Room with fireplace, formal dining with picture frame molding, great room with breakfast area open to family room w/builtins around the fireplace! Kitchen with granite, a pantry, recessed lighting and storagae galore. An inviting classic colonial in great location. Windy Knoll subdivision is private road with only 3 homes, very near town allowing for fun play time in safe environment.Lower level walk out is ready for expansion with atrium doors and window overlooking expansive side yard for ball games, bike riding, etc. Third floor enjoys two rooms and half bath making it perfect au pair suite / McManus Built quality built Colonail offering 5BR , 3full and 2half baths, and expanded space on 3rd floor -GPS address 65 Little Meadow.
Smart MLS #M9137059
Nov 1, 2013
Listing Removed
—
Sep 26, 2012
Listed
$775,000
$158/sq ft
Public Records
Sep 2, 2005
Sold
$798,000
$163/sq ft
Smart MLS #M9088049
Apr 18, 2005
Listed
$825,000
$169/sq ft
Smart MLS #98127247
Sep 25, 2002
Listing Removed
—
Apr 10, 2002
Listed
$750,000
$153/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$17,489 (+4.6%)
$182,840 + $492,940
$675,780
2022
$16,717 (+1.9%)
$160,930 + $341,840
$502,770
2021
$16,400 (+1.0%)
$160,930 + $341,840
$502,770
2020
$16,244 (+0.9%)
$160,930 + $341,840
$502,770
2019
$16,104 (+2.4%)
$160,930 + $341,840
$502,770
2018
$15,727 (+1.3%)
$160,930 + $341,840
$502,770
2017
$15,526 (+2.4%)
$167,580 + $361,220
$528,800
2016
$15,161 (+4.6%)
$167,580 + $361,220
$528,800
2014
$14,500 (+8.8%)
$167,580 + $361,220
$528,800
2011
$13,330
$186,200 + $391,870
$578,070
Public record
Public record
Permits
Beds
5
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
0.92 Acres
Year renovated
2011
Sq. Ft.
4,891
Year built
2000
Style
Single Family Residential
County
New Haven County
APN
2222184
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Feb 2, 2024.
Nov 22, 2025 • Final
Building - re-roof (residential)
Remove all existing layers of roofing down to the decking and replace any damaged sheathing with new plywood. Install new asphalt shingles, flashing, drip edges, ice and water protection, and synthetic underlayment. Install new vents, vent boots, and ridge vents as needed.
Roofing
Jul 28, 2025 • Final
Planning & zoning - roof, windows, doors, or siding
Work on a roof replacement.
Roofing
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage
Garages Number: 3
Interior
Interior Information
Total Rooms: 11
Laundry Room Info: Upper Level
Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
Basement Description: Full, Unfinished, Interior Access, Full With Walk-Out
Has Attic
Attic Description: Heated, Finished, Walk-up
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding, Wood
Lot Information
Lot Description: Corner Lot, Lightly Wooded, Level Lot, On Cul-De-Sac, Professionally Landscaped
Building Information
Foundation Type: Concrete
Construction Description: Frame
Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4891
Financial
Assessments Information
Assessed Value: $675,780
Utilities
Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Thermopane Windows
Location
School Information
Middle Jr High School: Adams
Intermediate School: Baldwin
High School: Guilford
Elementary School: Guilford Lakes
Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Public Rec Facilities, Shopping/Mall, Tennis Courts
Directions: State street to Little Meadow (just past Nut Plains intersection to right @ stone pillars on to private cul-de sac, Windy Knoll subdivision
County: New Haven
Public facts
Beds: 5
Baths: 4.0
Sq. Ft.: 4,891
Stories: 2.0
Lot Size: 0.92 acres
Style: Single Family Residential
Year Built: 2000
Year Renovated: 2011
County: New Haven County
APN: 2222184
Home facts updated by county records on Feb 2, 2024
Other
Documents & Disclosures
Supplement Count Public: 1
Around this home
Schools
Calvin Leete School
Public K-4 • Assigned • 1.5mi
9/10
E. C. Adams Middle School
Public 7-8 • Assigned • 0.7mi
8/10
Guilford High School
Public 9-12 • Assigned • 1.8mi
9/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
6/10 Heat Factor
7 days above 94° expected this year, 17 days in 30 years
6/10 Wind Factor
69% chance of strong winds in next 30 years
4/10 Air Factor
5 unhealthy days expected this year, 7 days in 30 years
Provided by First Street
Historical weather
Guilford, CT • 06437
Average low and high temperatures (°F)
35
22
37
23
52
34
61
42
69
52
81
61
85
68
81
62
76
57
65
47
54
38
40
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
92/ 100
Exceptional sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10 hrs
6.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.08M – $1.31M
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